Inhibition of α-amylases by pentagalloyl glucose: Kinetics, molecular dynamics and consequences for starch absorption

Kato, Camila Gabriel; Bracht, Fabrício; Gonçalves, Geferson de Almeida; Soares, Andréia Assunção; Vieira, Tatiane Francielli; Brugnari, Tatiane; Bracht, Adelar

doi:10.1016/j.jff.2018.03.025

Cited by 25 publications

(10 citation statements)

References 32 publications

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“…It was confirmed that compound 18 can regulate diabetes, by exhibiting antidiabetic, antihyperlipidemic, and antioxidant properties in STZ-induced diabetic rats [188]. Compound 11 could maintain normal glycemia through the inhibitory action on alpha-amylases [189]. Compounds 22 , 48 , and 50 with the IC50 values of 690 μ M, 97 M, and 361 μ M could inhibit activity of mammalian intestinal maltase [53].…”

Section: Biological Activitymentioning

confidence: 99%

A Comprehensive Review of the Structure Elucidation of Tannins from Terminalia Linn.

Zhang

Liang

Zhou

et al. 2019

Evidence-Based Complementary and Alternative Medicine

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Objectives Tannins with complex structures are important plant resources, which are abundant in the genus Terminalia. Various Terminalia species have been playing an important role in traditional medicine system. A systematic scoping review of Terminalia Linn. research literature for tannins was conducted to summarize the structures of tannins and analysis fragmentation pathway characteristics, which could provide references for the structural analysis of tannins from Terminalia Linn. Methods After an update of the literature search up to September 2018, the terms of Terminalia in all publications were analyzed. Electronic searches were conducted in scifinder and PubMed, and the information from 197 articles in all with regard to the tannin structure study was extracted. Results The compounds of 82 tannins from the genus Terminalia were reviewed. According to the structural differences, they can be divided into three categories, hydrolysable tannins, condensed tannins, and complex tannins, respectively. The fragmentation pathways of 46 identified tannins were analyzed, and the fragmentation rules of tannins were speculated according to different types. Conclusion This review has attracted attention to the active substances in this species such as the tannins summarized in further study. How to improve the extraction and purification technology of tannins from genus Terminalia is an urgent problem to be solved.

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Section: Biological Activitymentioning

confidence: 99%

A Comprehensive Review of the Structure Elucidation of Tannins from Terminalia Linn.

Zhang

Liang

Zhou

et al. 2019

Evidence-Based Complementary and Alternative Medicine

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show abstract

“…This, in turn, would reduce the risk of excessive bacterial fermentation. Polyphenolics, including tannins of various types, flavonoids, catechins and gallic acid among others, have been denoted as antioxidants and inhibitors of hydrolytic enzymes, especially of α-amylases and α-glucosidase (Silva et al, 2014;Martinez-Gonzalez et al, 2017;Kato et al, 2017;Kato-Schwartz et al, 2018;Shanmugam et al, 2018;Gutiérrez-Grijalva, Antunes-Ricardo, Acosta-Estrada, Gutiérrez-Uribe, & Heredia, 2019;Cardullo et al, 2020;Zhu, Chen, Zhang, & Huang, 2020).…”

Section: Introductionmentioning

confidence: 99%

Potential anti-diabetic properties of Merlot grape pomace extract: An in vitro, in silico and in vivo study of α-amylase and α-glucosidase inhibition

Kato

Corrêa

Lima

et al. 2020

Food Research International

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A practical approach to control glycemia in diabetes is to use plant natural products that delay hydrolysis of complex sugars and promote the diminution of the release of glucosyl units into the blood plasma. Polyphenolics have been described as being effective in inhibiting amylases and α-glucosidases. Grape pomace is an important sub product of the wine industry, still rich in many compounds such as polyphenolics. In this context, the purpose of this study was to search for possible effects of a grape pomace extract on salivary and pancreatic αamylases and α-glucosidase, as well as on intestinal glucose absorption. The Merlot grape pomace extract (MGPE) was prepared using a hydroalcoholic mixture (40% ethanol + 60% water). In vitro inhibition was quantified using potato starch (for amylases) and maltose (for α-glucosidase) as substrates. In vivo inhibition was evaluated by running starch and maltose tolerance tests in rats with or without administration of MGPE. Ranking of the extract compounds for its affinity to the α-amylases was accomplished by computer simulations using three different programs. Both α-amylases, pancreatic and salivary, were inhibited by the MGPE. No inhibition on α-glucosidase, however, was detected. The IC 50 values were 90 ± 10 μg/mL and 143 ± 15 μg/mL for salivary and pancreatic amylases, respectively. Kinetically this inhibition showed a complex pattern, with multiple binding of the extract constituents to the enzymes. Furthermore, the in silico docking simulations indicated that several phenolic substances, e.g., peonidin-3-O-acetylglucoside, quercetin-3-O-glucuronide and isorhamnetin-3-O-glucoside, besides catechin, were the most likely polyphenols responsible for the α-amylase inhibition caused by MGPE. The hyperglycemic burst, an usual phenomenon that follows starch administration, was substantially inhibited by the MGPE. Our results suggest that the MGPE can be adequate for maintaining normal blood levels after food ingestion.

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“…The computational studies allow us to obtain atomistic-scale details about the behavior of inhibitors at its binding site(s), further insights into molecular events, and assist in comprehending the conformational reorganization and dynamics in the enzyme structure. Such approaches have been widely exploited by researchers to probe into the interaction mechanism of -amylases with various inhibitors such as myricetin, ethyl caffeate, pentagalloyl-glucose, etc (Kato-Schwartz, Bracht, Gonçalves, Soares, Vieira, Brugnari, et al, 2018;Williams, Li, Withers, & Brayer, 2012).…”

Section: Introductionmentioning

confidence: 99%

Water-soluble vitamins for controlling starch digestion: Conformational scrambling and inhibition mechanism of human pancreatic α-amylase by ascorbic acid and folic acid

2019

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Inhibition of α-amylases by pentagalloyl glucose: Kinetics, molecular dynamics and consequences for starch absorption

Cited by 25 publications

References 32 publications

A Comprehensive Review of the Structure Elucidation of Tannins from Terminalia Linn.

A Comprehensive Review of the Structure Elucidation of Tannins from Terminalia Linn.

Potential anti-diabetic properties of Merlot grape pomace extract: An in vitro, in silico and in vivo study of α-amylase and α-glucosidase inhibition

Water-soluble vitamins for controlling starch digestion: Conformational scrambling and inhibition mechanism of human pancreatic α-amylase by ascorbic acid and folic acid

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